This was a long time ago, but it’s kind of a wild story. Comes with some lore, or at least a lot of sexual tension that had built up over a long time.

When I (M) was in my early 20’s I was a lot heavier (but pretty handsome I now acknowledge), and I had less than zero self esteem, and a hard time picking up on social cues- lots of this I attribute to having an older brother who was just always a dick to me. He also happens to be athletic and good looking and ended up engaged to a gorgeous woman in med school who had a younger sister close to my age, maybe a year older. And her sister (we’ll call her Sasha) is also DROP DEAD GORGEOUS. Beautiful long wavy blond hair, green eyes, shorty with big natural D’s and a shapely figure. She was a cheerleader (a flyer) in college when we met, and I was just drooling, I couldn’t stop staring at her gorgeous face with her full pouty lips and come hither eyes, and she has this kind smoky sounding voice but its just her natural voice, and I think its so god damn sexy. I was truly in love with this woman instantly. And in a strange twist of events in my eyes, she was actually interested in talking to me, and we got along so well! I was honestly just like so happy about THAT. Because I finally had someone to talk to when I was hanging out with the rest of the family. We’re both kinda the black sheep, and we absolutely commiserate that way. Fast forward through a bunch of family meetups where me and Sasha are chuckling to each other on the sidelines. It’s worth pointing out that all this time she’s been with the same boyfriend since we met, who was just kind of a turd. I say that because the next time jump is to my brother’s wedding to Sasha’s sister. We were in Costa Rica, and the family got there a week early, but turd-bf was also coming, he would just arrive the day of the wedding. Still I had a whole week of hanging out with Sasha, drinking beers, staring at her gorgeous tits in a bikini getting all tanned, and flirting. We definitely did flirt with each other, it just took me a LONG time to realize it. We even went ziplining and the whole time she made a big show of saying “omg, i’m so scared, hold me, hold my hand!” Which I shamelessly and gladly did so many times. Then the night before the wedding, we’re both drunk, we’re in the hottub together, everyone else has gone to bed, and she was in front of me giving me the deepest longing eye-fucking look, and I didn’t really think she would actually let me if I made a move. So LIKE AN IDIOT I did nothing. THE MORNING OF THE WEDDING- we’re in the kitchen helping with breakfast and she said, “why didn’t you do anything when we were in the hottub last night?” And I froze, jaw on the floor, and I said “i mean… WHAT! You… WHAT!?” And she said “I totally would have hooked up with you, but now we’re about to be family so… I dunnoooo” clearly she was still teasing me, so I pulled her into the walk-in pantry and closed the door with her mom still in the kitchen. But I pulled her into my hard cock and kissed her but she said “no, not now, everyone is outside!” And I told her how badly I wanted her. And she said “me too, but we have to go do breakfast, everyone is outside” i didn’t care but I knew she was right. We sheepishly went back to the kitchen where her mom gave us a knowing look. But also she didn’t seem to care. Then turd-bf showed up and ruined everything. They broke up not long after that trip. LAST TIME JUMP- we hadnt seen each other in a long time. We meet at my nephew’s first birthday party. Its what you expect, we try to find a private room as soon as humanly possible. But her little 6yo half brother follows us… so we have to find some way to kick him out of the room like hide and seek, I forget. Eventually he gets out the door, I close it and lock it then we immediately start making out. She’s sitting in like a wingback chair, and I take my hard cock out and she says “oooh what have we here?” Then she expertly took my whole cock in her mouth and started bobbing up and down on it. Her lips looked so good wrapped around me while she stared up at me with those gorgeous green eyes, my fingers in her hair. I said i’m gonna cum, and she just hummed “mm-hmm” and I filled her mouth with the most anticipated load of my life, she swallowed it and then we made out again. She said we should get back down to the party, so we walked out and her little brother was still right outside the door. That night, since we were both staying at the house, we stayed up till everyone went to sleep again. And then we started getting busy on some poolside chaises lounges. I was desperate to suck on her huge tits, and eat her wet little pussy, which I was content to do, grabbing her thick thighs and sucking her clit till I heard her say “you know you don’t have to keep doing that” (not the usual response but…) I asked if she wanted me to fuck her and she moaned yessss then she rolled over and put her big beautiful ass up for me. Truth be told, I was so fucking horny that I came basically as soon as I was inside her juicy pussy. Then I was too embarrassed to admit it and I probably could have got it up again, but she was saying “whats wrong? Whiskey dick!?” And I was just like yeah… took that as a way out, I wish we would’ve just kept going but she kinda threw in the towel. I know thats a super unsatisfying end to this story, but its the truth. Be happy knowing we shared some nudes back and forth for a while afterwards. I desperately wanted to maintain a relationship with her, but it would have probably been weird for the family. We still get along better than I do with the rest of the family. But it kinda bums me out, because I still kinda miss her. Even though we’re both in other relationships. Thanks for reading!